620-40-6Relevant articles and documents
Helical structures of tribenzylamine supramolecular complexes with [CoCl4]2-/[CuCl4]2-, and conformational comparisons of tribenzylamine in different supramolecular complexes
Guan, Hong-Yu,Shao, Hui-De,Li, Lei,Jia, Jian-Ming,Guo, Fang
, p. 471 - 477 (2013)
The compound tribenzylamine (TBA) and its derivatives are a type of classical tripodal ligands in building up diversity of supramolecular arrays or networks. In the present contribution, we described two new supramolecular complexes 2[C21H22N+]·[CoCl 4]2-·(1) and 2[C21H22N +]·[CuCl4]2- (2) by reacting protonated TBA with CoCl2·6H2O/CuCl2·2H 2O. Different from previous TBA supramolecular complexes, these two supramolecular complexes were easier to obtain by grinding protonated TBA and CoCl2·6H2O/CuCl2·2H2O in an agate mortar than using conventional solution method. The two supramolecular complexes form fascinating 3D helical architectures, with two types of interwoven helical chains involved inside the structures. A comparison of the geometries of TBA in these two supramolecular complexes with the previously reported TBA supramolecular complexes shows that the significant differences are due to the conformation of the three arms of phenyl rings around the N center.
Layered structures constructed by second-sphere coordination via N-H···Cl and C-H···Cl hydrogen bonding: Synthesis and crystal structures of tribenzylamine and [MCl6] (M=Sn, Re, and Te)
Guo, Fang,Lu, Na,Tong, Jian,Luan, Yu-Bo,Guo, Wen-Sheng
, p. 809 - 818 (2010)
A series of second-sphere coordination complexes of tribenzylamine (L1) and [MCI6] (M=Sn, Re, Te) have been synthesized and characterized by spectroscopic techniques (IR, NMR) and single-crystal X-ray diffraction. The main driving force for the encapsulation of [MCl6] and recognition with L1 is the second-sphere coordination of metal halides by the amide protons of the ligand via hydrogen bonding (N-H···Cl-M and C-H···Cl-M); new layered structures are described. Thermal stability and irreversible behavior of second-sphere coordination complexes [L2] 0.5[TeCl6]2- · HCl · (H3O)+ · 0.5H2O (L2=N,N,N′,N′-tetrabenzyl-ethylenediamine) in contact with water vapor are also described.
Reduction of Amides to Amines with Pinacolborane Catalyzed by Heterogeneous Lanthanum Catalyst La(CH2C6H4NMe2- o)3@SBA-15
Guo, Chenjun,Zhang, Fangcao,Yu, Chong,Luo, Yunjie
supporting information, p. 13122 - 13135 (2021/08/31)
Hydroboration of amides is a useful synthetic strategy to access the corresponding amines. In this contribution, it was found that the supported lanthanum benzyl material La(CH2C6H4NMe2-o)3@SBA-15 was highly active for the hydroboration of primary, secondary, and tertiary amides to amines with pinacolborane. These reactions selectively produced target amines and showed good tolerance for functional groups such as -NO2, -halogen, and -CN, as well as heteroatoms such as S and O. This reduction procedure exhibited the recyclable and reusable property of heterogeneous catalysts and was applicable to gram-scale synthesis. The reaction mechanisms were proposed based on some control experiments and the previous literature. This is the first example of hydroborative reduction of amides to amines mediated by heterogeneous catalysts.
Simplified preparation of a graphene-co-shelled Ni/NiO@C nano-catalyst and its application in theN-dimethylation synthesis of amines under mild conditions
Liu, Jianguo,Ma, Longlong,Song, Yanpei,Zhang, Mingyue,Zhuang, Xiuzheng
, p. 4604 - 4617 (2021/06/30)
The development of Earth-abundant, reusable and non-toxic heterogeneous catalysts to be applied in the pharmaceutical industry for bio-active relevant compound synthesis remains an important goal of general chemical research.N-methylated compounds, as one of the most essential bioactive compounds, have been widely used in the fine and bulk chemical industries for the production of high-value chemicals. Herein, an environmentally friendly and simplified method for the preparation of graphene encapsulated Ni/NiO nanoalloy catalysts (Ni/NiO@C) was developed for the first time, for the highly selective synthesis ofN-methylated compounds using various functional amines and aldehydes under easy to handle, and industrially applicable conditions. A large number of primary and secondary amines (more than 70 examples) could be converted to the correspondingN,N-dimethylamines with the participation of different functional aldehydes, with an average yield of over 95%. A gram-scale synthesis also demonstrated a similar yield when compared with the benchmark test. In addition, it was further proved that the catalyst could easily be recycled because of its intrinsic magnetism and reused up to 10 times without losing its activity and selectivity. Also, for the first time, the tandem synthesis ofN,N-dimethylamine products in a one-pot process, using only a single earth-abundant metal catalyst, whose activity and selectivity were more than 99% and 94%, respectively, for all tested substrates, was developed. Overall, the advantages of this newly developed method include operational simplicity, high stability, easy recyclability, cost-effectiveness of the catalyst, and good functional group compatibility for the synthesis ofN-methylation products as well as the industrially applicable tandem synthesis process.
